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Winchester Land For Sale

View Winchester, KY land for sale below! Winchester is a gorgeous city in the Lexington-Fayette, KY Metropolitan area. Similar to other areas in Kentucky, this charming community was named after an important city in Virginia. Winchester has tremendous amounts of character, and this lively area honors its rich history with preservation of historic buildings and development that celebrates and protects the natural beauty that runs through it.

Learn more about the family-friendly and community-minded city of Winchester.

Search Winchester Property Listings in Kentucky

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $500,000 - $600,000
1 – 18 of 45 Listings
Price, High to Low

46 Acres

$504,000

0 0 E Broadway St, Winchester

45 Acres Of Land Ready For Development, See Attached Plats

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Reduced 4%

63 Acres

$364,500

6755 Boonesboro Rd, Winchester

If You're Looking For Acreage Close To Lexington, Winchester, And Richmond Your Search Is Over!! This Nearly 63 Acre Parcel Is Perfect For Your Pr...

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4 Bed • 1 Bath • 1,485 Sf • 9 Acres

$299,900

560 E Broadway St, Winchester

Great Location!! Just Outside Of City Limits. Very Close To The Veterans Bypass Which Has Quick Access To I64 And Mountain Parkway. This Home Has 4...

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25 Acres

$139,900

2615 Pilot View Rd, Winchester

Show Anytime. This Is Parcel 11 & 12 On The Survey.

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11 Sf • 22 Acres

$89,900

2965 Pilot View Rd, Winchester

Show Anytime. This Is Parcel 4 & Parcel 5 On The Survey/

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12 Acres

$75,900

2665 Pilot View Rd, Winchester

Show Anytime. This Lot Is Parcel 10 On The Survey.

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5 Acres

$74,900

1270 Sewell Shop Rd, Winchester

This Conveniently Located, 5 Acre Tract, That Has Zero Restrictions, Is Just Waiting For You To Build Your Dream Home On! Located Close To Mt Sterl...

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Reduced 13%

11 Acres

$65,900

2815 Pilot View Rd, Winchester

Show Anytime. This Is Parcel 7 On The Survey.

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1 Acres

$65,000

279 Amster Grove Rd, Winchester

Imagine Waking Up Every Morning On This Kentucky Riverfront Property Enjoying Your Fresh Cup Of Coffee, While Listening To The Birds And Wildlife I...

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1 Acres

$47,500

204 Wigeon Ct, Winchester

Choose Your Builder To Construct Your Dream Home On One Of The Largest Remaining Lots In Mallard Place. Located In A Quiet Cul-de-sac At The Rear ...

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3 Acres

$45,000

888 930 Pilot View Rd, Winchester

Here Is Your Chance To Buy 3 Adjoining Tracts Of Land In One Package! That's Right 3 Separate Lots With Plenty Of Road Frontage To Build On Each!! ...

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$43,500

124 Winterberry Cir, Winchester

Royal Oaks Estates Is A Premier Development Just Minutes From Lexington And Central Kentucky. Beautiful Country Setting. Hoa Of $250.00 Annually.

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$43,500

120 Winterberry Cir, Winchester

Royal Oaks Estates Is A Premier Development Just Minutes From Lexington And Central Kentucky. Beautiful Country Setting. Hoa Of $250.00 Annually.

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$43,500

102 Royal Oaks Dr, Winchester

Royal Oaks Estates Is A Premier Development Just Minutes From Lexington And Central Kentucky. Beautiful Country Setting. Hoa Of $250.00 Annually.

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$43,500

101 Royal Oaks Dr, Winchester

Royal Oaks Estates Is A Premier Development Just Minutes From Lexington And Central Kentucky. Beautiful Country Setting. Hoa Of $250.00 Annually.

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$41,000

103 Whirlaway Dr, Winchester

Lot Sale! Builders Bring A Buyer And Get $1,000 Off Lot Price! Desirable Lot That Backs Up To The Winchester Country Club Driving Range. This Is A ...

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$38,900

216 Ashton Oak Way, Winchester

Great Building Lot In Royal Oaks Plantations - A Centrally Located Development. Just Minutes From Lexington And Central Kentucky. Beautiful Country...

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$38,900

214 Ashton Oak Way, Winchester

Great Building Lot In Royal Oaks Plantations - A Centrally Located Development. Just Minutes From Lexington And Central Kentucky. Beautiful Country...

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More About Winchester Properties For Sale

When it comes to real estate opportunities, Winchester land for sale is the perfect mixture of lush, rolling landscapes, and historic charm. Those who are interested in owning a rural property will find that land in Winchester offers buyers a wealth of opportunity. Whether you're interested in a hobby farm where you can keep a few horses, or you're on a search for dozens of acres where you can dive into a commercial agriculture venture, you will find what you're looking for.

Winchester properties for sale are the perfect place to enjoy country living. With excellent forages for cattle, an abundance of tillable land for farming, and plenty of shade for livestock, these acreages will provide you with a healthy and productive farm. Land for sale in Winchester, KY is extremely affordable, promising something for every type of budget.Winchester KY Land For Sale

Strike the perfect balance between modern convenience and privacy, and invest in a six-acre lot where you can build your dream home in view of rolling hills, lush deciduous trees, and blue skies, yet enjoy manageable yard upkeep. There's a pleasing selection of level and rolling hill lots, so whether you prefer to be perched on a hilltop or at the bottom, you'll have the pick of the lot in this city.

On the low end of the market, find properties valued under $100,000. These can be perfect for a first-time buyer interested in building their own home. If you're good with your hands and have a vision in mind of the perfect Kentucky house, land can be an incredible opportunity to invest in an affordable plot and transform it into the home of your dreams. If you love to cook, create an expansive kitchen with lots of space to host friends and family for a meal. If you've always dreamed of having a living room with a handsome brick fireplace, building your own home is the perfect opportunity to do just that.

The most expensive properties for sale in Winchester can be purchased for $500,000 or more. These 40-acre properties can be transformed into a commercial horse farming venture, an agriculture opportunity, or can even be divided up into smaller lots by those interested in developing large parcels of land. The only limit on what is possible is imagination.

Living In Winchester, KY

Winchester is the ideal place to call home for both growing and established families. Residents of Winchester real estate will find that there's plenty to keep them busy. The Red River Gorge Geographical area spans nearly 30,000 acres and contains a complex system of canyons. The area is popular among climbers, and the series of natural bridges, waterfalls, and vistas of the Red River offer hikers and nature enthusiasts an incredible afternoon in the woods.

Those interested in caving will find that Daniel Boone National Forest has one of the world's largest concentrations of caves. Numerous lakes, rivers, and waterfalls make this an exceptional place to enjoy a swim. Other activities that can be done in Daniel Boone National Forest include:

  • Camping
  • Fishing
  • Hunting
  • Horseback riding
  • Hiking
  • Picnicking
  • ATVing

There's also the Bluegrass Heritage Museum and Historic Downtown Winchester to explore. Winchester has something for everyone. Or if you prefer a bustling city, you can simply head to Lexington, which is only 23 miles away. Additionally, Winchester is home to the Bluegrass Community and Technical College as well as recently renovated and athletically inclined, George Rogers Clark High School.

Contact Hill & Regan Parker Today

Send us a message online or call us at 859-608-8039!

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IDX LogoThe data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Lexington-Bluegrass Association of Realtors Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than [INSERT BROKER NAME] are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX Brokers.Information Deemed Reliable but Not Guaranteed©2020 LBAR Multiple Listing Service. All rights reserved.

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